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Y0001908

Evodiamine

European Pharmacopoeia (EP) Reference Standard

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About This Item

Empirical Formula (Hill Notation):
C19H17N3O
CAS Number:
518-17-2
Molecular Weight:
303.36
MDL number:
MFCD06407824
UNSPSC Code:
12352116
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

evodiamine

manufacturer/tradename

EDQM

format

neat

storage temp.

2-8°C

SMILES string

[H][C@@]1(N(C)C2=C3C=CC=C2)C4=C(C(C=CC=C5)=C5N4)CCN1C3=O

InChI

1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

InChI key

TXDUTHBFYKGSAH-SFHVURJKSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Evodiamine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Evodiamine is an indole alkaloid found in Evodia rutaescarpa. It acts as an anti-inflammatory compound; the mechanism of action may be inhibition of prostaglandin E2 synthesis or by cyclooxygenase 2 induction and NF-κB activation. Evodiamine has been studied for multiple cellular effects, including apoptotic activity, interference with metastasis and inhibition of angiogenesis.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Capsaicin-like anti-obese activities of evodiamine from fruits of Evodia rutaecarpa, a vanilloid receptor agonist.
Kobayashi Y, et al.
Planta Medica, 67(7), 628-633 (2001)
Evodiamine abolishes constitutive and inducible NF-κB activation by inhibiting IκBα kinase activation, thereby suppressing NF-κB-regulated antiapoptotic and metastatic gene expression, up-regulating apoptosis, and inhibiting invasion.
Yakada Y, et al.
The Journal of Biological Chemistry, 280(17), 17203-17212 (2005)
High-performance liquid chromatographic determination of evodiamine in rat plasma: application to pharmacokinetic studies.
Jeng F K, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 668(2), 343-345 (1995)

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